CN1215073C - 杀真菌剂 - Google Patents
杀真菌剂 Download PDFInfo
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- CN1215073C CN1215073C CNB998031879A CN99803187A CN1215073C CN 1215073 C CN1215073 C CN 1215073C CN B998031879 A CNB998031879 A CN B998031879A CN 99803187 A CN99803187 A CN 99803187A CN 1215073 C CN1215073 C CN 1215073C
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- 239000000417 fungicide Substances 0.000 title 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 abstract description 21
- WZZLDXDUQPOXNW-UHFFFAOYSA-N propamocarb Chemical compound CCCOC(=O)NCCCN(C)C WZZLDXDUQPOXNW-UHFFFAOYSA-N 0.000 abstract description 3
- 230000000855 fungicidal effect Effects 0.000 abstract 1
- 241000196324 Embryophyta Species 0.000 description 10
- 238000000034 method Methods 0.000 description 9
- 241000233866 Fungi Species 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 5
- 239000007921 spray Substances 0.000 description 5
- 239000002689 soil Substances 0.000 description 4
- -1 Evil frost Chemical compound 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 201000010099 disease Diseases 0.000 description 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 3
- 229940031815 mycocide Drugs 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 241001444083 Aphanomyces Species 0.000 description 2
- 241000233684 Bremia Species 0.000 description 2
- 241001223281 Peronospora Species 0.000 description 2
- 241000233622 Phytophthora infestans Species 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 240000006365 Vitis vinifera Species 0.000 description 2
- 235000014787 Vitis vinifera Nutrition 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000010899 nucleation Methods 0.000 description 2
- VHWJSJBTUWUEAL-UHFFFAOYSA-N propanamide;hydrochloride Chemical compound Cl.CCC(N)=O VHWJSJBTUWUEAL-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- LDVVMCZRFWMZSG-OLQVQODUSA-N (3ar,7as)-2-(trichloromethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)Cl)C(=O)[C@H]21 LDVVMCZRFWMZSG-OLQVQODUSA-N 0.000 description 1
- QNBTYORWCCMPQP-JXAWBTAJSA-N (Z)-dimethomorph Chemical compound C1=C(OC)C(OC)=CC=C1C(\C=1C=CC(Cl)=CC=1)=C/C(=O)N1CCOCC1 QNBTYORWCCMPQP-JXAWBTAJSA-N 0.000 description 1
- PCCSBWNGDMYFCW-UHFFFAOYSA-N 5-methyl-5-(4-phenoxyphenyl)-3-(phenylamino)-1,3-oxazolidine-2,4-dione Chemical compound O=C1C(C)(C=2C=CC(OC=3C=CC=CC=3)=CC=2)OC(=O)N1NC1=CC=CC=C1 PCCSBWNGDMYFCW-UHFFFAOYSA-N 0.000 description 1
- 239000005730 Azoxystrobin Substances 0.000 description 1
- 239000005758 Cyprodinil Substances 0.000 description 1
- 239000005761 Dimethomorph Substances 0.000 description 1
- 239000005772 Famoxadone Substances 0.000 description 1
- 239000005774 Fenamidone Substances 0.000 description 1
- 239000005780 Fluazinam Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 206010061217 Infestation Diseases 0.000 description 1
- 239000005800 Kresoxim-methyl Substances 0.000 description 1
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
- 239000005805 Mepanipyrim Substances 0.000 description 1
- JHXVRRJXCDAINK-UHFFFAOYSA-N NC(=O)N.N#CC#N Chemical compound NC(=O)N.N#CC#N JHXVRRJXCDAINK-UHFFFAOYSA-N 0.000 description 1
- 241000233679 Peronosporaceae Species 0.000 description 1
- 241000233614 Phytophthora Species 0.000 description 1
- 241001281803 Plasmopara viticola Species 0.000 description 1
- 239000005821 Propamocarb Substances 0.000 description 1
- MKIMSXGUTQTKJU-UHFFFAOYSA-N Propamocarb hydrochloride Chemical compound [Cl-].CCCOC(=O)NCCC[NH+](C)C MKIMSXGUTQTKJU-UHFFFAOYSA-N 0.000 description 1
- 239000005828 Pyrimethanil Substances 0.000 description 1
- 241000233639 Pythium Species 0.000 description 1
- 240000003768 Solanum lycopersicum Species 0.000 description 1
- 239000005837 Spiroxamine Substances 0.000 description 1
- 229930182692 Strobilurin Natural products 0.000 description 1
- 239000005857 Trifloxystrobin Substances 0.000 description 1
- 241000219094 Vitaceae Species 0.000 description 1
- DPDMMXDBJGCCQC-UHFFFAOYSA-N [Na].[Cl] Chemical compound [Na].[Cl] DPDMMXDBJGCCQC-UHFFFAOYSA-N 0.000 description 1
- 239000000642 acaricide Substances 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 238000005904 alkaline hydrolysis reaction Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- WFDXOXNFNRHQEC-GHRIWEEISA-N azoxystrobin Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1OC1=CC(OC=2C(=CC=CC=2)C#N)=NC=N1 WFDXOXNFNRHQEC-GHRIWEEISA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- CRQQGFGUEAVUIL-UHFFFAOYSA-N chlorothalonil Chemical compound ClC1=C(Cl)C(C#N)=C(Cl)C(C#N)=C1Cl CRQQGFGUEAVUIL-UHFFFAOYSA-N 0.000 description 1
- 239000012230 colorless oil Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- HAORKNGNJCEJBX-UHFFFAOYSA-N cyprodinil Chemical compound N=1C(C)=CC(C2CC2)=NC=1NC1=CC=CC=C1 HAORKNGNJCEJBX-UHFFFAOYSA-N 0.000 description 1
- LXCYSACZTOKNNS-UHFFFAOYSA-N diethoxy(oxo)phosphanium Chemical compound CCO[P+](=O)OCC LXCYSACZTOKNNS-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- LMVPQMGRYSRMIW-KRWDZBQOSA-N fenamidone Chemical compound O=C([C@@](C)(N=C1SC)C=2C=CC=CC=2)N1NC1=CC=CC=C1 LMVPQMGRYSRMIW-KRWDZBQOSA-N 0.000 description 1
- JFSPBVWPKOEZCB-UHFFFAOYSA-N fenfuram Chemical compound O1C=CC(C(=O)NC=2C=CC=CC=2)=C1C JFSPBVWPKOEZCB-UHFFFAOYSA-N 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- UZCGKGPEKUCDTF-UHFFFAOYSA-N fluazinam Chemical compound [O-][N+](=O)C1=CC(C(F)(F)F)=C(Cl)C([N+]([O-])=O)=C1NC1=NC=C(C(F)(F)F)C=C1Cl UZCGKGPEKUCDTF-UHFFFAOYSA-N 0.000 description 1
- 235000021021 grapes Nutrition 0.000 description 1
- 230000012010 growth Effects 0.000 description 1
- ZOTBXTZVPHCKPN-HTXNQAPBSA-N kresoxim-methyl Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1COC1=CC=CC=C1C ZOTBXTZVPHCKPN-HTXNQAPBSA-N 0.000 description 1
- CIFWZNRJIBNXRE-UHFFFAOYSA-N mepanipyrim Chemical compound CC#CC1=CC(C)=NC(NC=2C=CC=CC=2)=N1 CIFWZNRJIBNXRE-UHFFFAOYSA-N 0.000 description 1
- ZQEIXNIJLIKNTD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninate Chemical compound COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-UHFFFAOYSA-N 0.000 description 1
- CJPQIRJHIZUAQP-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(phenylacetyl)alaninate Chemical compound CC=1C=CC=C(C)C=1N(C(C)C(=O)OC)C(=O)CC1=CC=CC=C1 CJPQIRJHIZUAQP-UHFFFAOYSA-N 0.000 description 1
- CIEXPHRYOLIQQD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-2-furoylalaninate Chemical compound CC=1C=CC=C(C)C=1N(C(C)C(=O)OC)C(=O)C1=CC=CO1 CIEXPHRYOLIQQD-UHFFFAOYSA-N 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000003359 percent control normalization Methods 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000008654 plant damage Effects 0.000 description 1
- 230000008635 plant growth Effects 0.000 description 1
- 239000005648 plant growth regulator Substances 0.000 description 1
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 description 1
- ZLIBICFPKPWGIZ-UHFFFAOYSA-N pyrimethanil Chemical compound CC1=CC(C)=NC(NC=2C=CC=CC=2)=N1 ZLIBICFPKPWGIZ-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- PUYXTUJWRLOUCW-UHFFFAOYSA-N spiroxamine Chemical compound O1C(CN(CC)CCC)COC11CCC(C(C)(C)C)CC1 PUYXTUJWRLOUCW-UHFFFAOYSA-N 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- ONCZDRURRATYFI-TVJDWZFNSA-N trifloxystrobin Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC=CC(C(F)(F)F)=C1 ONCZDRURRATYFI-TVJDWZFNSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- CHNQZRKUZPNOOH-UHFFFAOYSA-J zinc;manganese(2+);n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[Zn+2].[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S CHNQZRKUZPNOOH-UHFFFAOYSA-J 0.000 description 1
Classifications
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing acyclic or cycloaliphatic radicals
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/20—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by nitrogen atoms not being part of nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/141—Esters of phosphorous acids
- C07F9/142—Esters of phosphorous acids with hydroxyalkyl compounds without further substituents on alkyl
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- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
新的化合物O-乙基膦酸二甲基[3-(丙氧基羰基氨基)丙基]铵具有杀真菌活性。
Description
本发明涉及具有杀真菌活性的新化合物。
本发明的一个方面提供具有如下结构的化合物，即O-乙基膦酸二甲基[3-(丙氧基羰基氨基)丙基]铵
本发明的化合物具有杀真菌活性，特别是具有杀植物藻状菌病的活性，如葡萄霜霉病(Plasmopara viticola)、疫霉属疫病(如西红柿或马铃薯晚疫(Phytophthora infestans))、腐霉属、丝囊霉属(Aphanomyces spp)、盘梗霉属(Bremia spp)、霜霉属(Perenospora spp)和假霜霉属(Pseudoperenosporaspp)。
因此，本发明也提供在真菌感染或可能感染的地方防治真菌的方法。该方法包括在所述的地方施加式I表示的化合物。
本发明也提供含有式I的化合物与农业上可接受的稀释剂或载体混合的农用组合物。
本发明的组合物还可含有一种或多种附加的活性成分，如已知具有植物生长调节剂、除草剂、杀真菌剂、杀虫剂或杀螨剂性能的化合物。或者，本发明的化合物可与其它这些活性成分顺序使用。
可与该化合物混合的杀真菌剂包括酰基苯胺类，如甲霜灵、噁霜灵、甲呋酰胺、苯霜灵和呋霜灵；霜脲氰；代森锰锌；百菌清；灭菌丹；克菌丹；famoxadone；fenamidone；spiroxamine；氟啶胺；烯酰吗啉；strobilurins，如kresoxim-methyl、azoxystrobin和trifloxystrobin、pyrimethanil、cyprodinil；嘧菌胺和异菌脲。
这些化合物引用的名称是非专利通用名，其化学结构可参见1997年由英国农作物保护协会出版的“杀虫剂手册”(第十一版)。在该杀虫剂手册中没有列出通用名的化合物，完整的化学名如下：
trifloxystrobin- (E，E)-甲氧基亚氨基-{2-[1-(3-三氟甲基苯基)-亚乙基氨基氧甲
基]苯基}乙酸甲酯
spiroxamine- 8-叔丁基-1，4-二氧杂螺[4，5]癸烷-2-基甲基(乙基)(丙基)胺
fenamidone- (S)-1-苯胺基-4-甲基-2-甲硫基-4-苯基咪唑啉-5-酮
本发明的组合物例如可包含分散剂、乳化剂或湿润剂。它们通常是水浓缩液。
施用到植物上时，本发明组合物中活性成分的浓度较好为0.0001-1.0％重量，更好为0.0001-0.01％重量。在初级组合物中，活性成分的量可以在较宽的范围内变化，例如占组合物的5-95％重量。
在本发明的方法中，化合物一般施用到种子、植物或它们的生长环境中。因此，本发明的化合物可以在播种前、播种时或播种后直接施用于土壤，从而使土壤中存在的活性化合物能控制可能侵害种子的真菌的生长。当直接处理土壤时，该活性化合物可用任何能让其与土壤充分混合的方法施用，如喷雾法、播撒固体颗粒、或在播种时同时施用活性成分。合适的施用量为5-1000克/公顷，更好为10-500克/公顷。
在植物上开始出现真菌时，或者在植物上出现真菌前作为保护措施，例如可用喷雾法或撒粉法将活性化合物直接施用在植物上。在这两种情况下，优选的施用方式是叶面喷雾法。一般来说重要的是在植物生长的早期获得对真菌的良好防治，因为这一时期植物损害最严重。如有必要，喷雾剂或撒粉中一般含有萌前或萌后除草剂。有时，宜在栽种前或栽种时处理植物的根，例如将根浸在合适的液体或固体组合物中。当活性化合物直接施用于植物上时，合适的施用量为0.025-5千克/公顷，较好为0.05-1千克/公顷。
式I的化合物可通过使式II的胺
与膦酸氢乙酯反应制得。
反应可以在水溶液中进行。
下面参照实施例说明本发明。
实施例1
将膦酸氢乙酯钠盐的溶液(13.2克钠盐溶解于25毫升的水中)加入3-(二甲氨基)丙基氨基甲酸丙酯盐酸盐的水溶液中(31.0毫升，浓度为722克/升，0.1摩尔)。将该溶液蒸发至干，留下含白色氯化钠固体的油状物。将该粗产物与二氯甲烷(约100毫升)研制，过滤掉不溶解的白色固体(氯化钠)，用几份二氯甲烷洗涤。合并滤液，蒸发后留下O-乙基膦酸二甲基[3-(丙氧基羰基氨基)丙基]铵，为粘性无色油状物。
通过观察相对于3-(二甲氨基)丙基氨基甲酸丙酯的化学位移，NMR光谱确认是盐。
原料通过用已知的方法碱性水解亚磷酸二乙酯制得。例如参见合成(Synthesis)134，1978。
实施例2
用手动喷雾器在试验的葡萄树上喷雾各种浓度的实施例1化合物的水溶液。然后用手动喷雾器喷雾每毫升含100000个葡萄生单轴霉孢子的孢子悬浮液，对该植物进行接种。为了进行比较，也在葡萄树上喷洒市售的丙酰胺(propamocarb)盐酸盐。
与未防治的植物相比，评价病害控制程度。
结果如下：
| 防治剂 | 浓度(ppm) | ％控制 |
| 本发明的化合物 | 800 | 81.5 |
| 本发明的化合物 | 400 | 27.6 |
| 丙酰胺盐酸盐 | 800 | 14.6 |
| 丙酰胺盐酸盐 | 400 | 4.2 |
Claims (1)
1.O-乙基膦酸二甲基[3-(丙氧基羰基氨基)丙基]铵，它具有如下结构：
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9803491.1A GB9803491D0 (en) | 1998-02-20 | 1998-02-20 | Fungicide |
| GBGB9810932.5A GB9810932D0 (en) | 1998-05-22 | 1998-05-22 | Fungicides |
| GB9803491.1 | 1998-05-22 | ||
| GB9810932.5 | 1998-05-22 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1291195A CN1291195A (zh) | 2001-04-11 |
| CN1215073C true CN1215073C (zh) | 2005-08-17 |
Family
ID=26313149
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB998031879A Expired - Lifetime CN1215073C (zh) | 1998-02-20 | 1999-02-18 | 杀真菌剂 |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US6339103B1 (zh) |
| EP (1) | EP1056755B1 (zh) |
| JP (1) | JP4204195B2 (zh) |
| KR (1) | KR100588279B1 (zh) |
| CN (1) | CN1215073C (zh) |
| AT (1) | ATE229532T1 (zh) |
| AU (1) | AU748511B2 (zh) |
| BR (1) | BR9908415B1 (zh) |
| CA (1) | CA2320511C (zh) |
| CZ (1) | CZ292930B6 (zh) |
| DE (1) | DE69904444T2 (zh) |
| DK (1) | DK1056755T3 (zh) |
| ES (1) | ES2189390T3 (zh) |
| HK (1) | HK1036282A1 (zh) |
| HR (1) | HRP20000542B1 (zh) |
| HU (1) | HUP0101254A3 (zh) |
| ID (1) | ID26929A (zh) |
| IL (1) | IL137938A0 (zh) |
| MX (1) | MXPA00007985A (zh) |
| NO (1) | NO329478B1 (zh) |
| NZ (1) | NZ506183A (zh) |
| PL (1) | PL188887B1 (zh) |
| PT (1) | PT1056755E (zh) |
| RS (1) | RS49662B (zh) |
| SK (1) | SK283768B6 (zh) |
| TR (1) | TR200002422T2 (zh) |
| UA (1) | UA61131C2 (zh) |
| WO (1) | WO1999042468A1 (zh) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9921930D0 (en) * | 1999-09-17 | 1999-11-17 | Hoechst Schering Agrevo Gmbh | Fugicides |
| CL2007003746A1 (es) * | 2006-12-22 | 2008-07-18 | Bayer Cropscience Ag | Composicion pesticida que comprende propamocarb-hcl y un compuesto insecticida; y metodo para controlar hongos fitopatogenos o insecticidas daninos de las plantas, cultivos o semillas que comprende aplicar dicha composicion. |
| CL2007003745A1 (es) | 2006-12-22 | 2008-07-11 | Bayer Cropscience Ag | Composicion pesticida que comprende fosetil-al, propamocarb-hcl y una sustancia insecticida activa; y metodo para controlar hongos fitopatogenos o insecticidas daninos de las plantas, cultivos o semillas que comprende aplicar dicha composicion. |
| CL2007003748A1 (es) * | 2006-12-22 | 2008-07-18 | Bayer Cropscience Ag | Composicion pesticida que comprende fosetil-al, propamocarb-hcl y una sustancia insecticida activa; y metodo para controlar hongos fitopatogenos o insecticidas daninos de las plantas, cultivos o semillas que comprende aplicar dicha composicion. |
| EP2119362A1 (en) * | 2008-05-15 | 2009-11-18 | Bayer CropScience AG | Method for improving the tolerance of crops to chilling temperatures and/or frost |
| WO2018081221A1 (en) | 2016-10-31 | 2018-05-03 | Eastman Chemical Company | Enzymatic preparation of propamocarb |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4108885A (en) | 1967-08-25 | 1978-08-22 | Schering Ag | Salts of thiocarbamic esters with fungicidal and fungistatic action |
| DE2463046C2 (de) | 1973-12-14 | 1984-05-03 | PEPRO - Société pour le Développement et la Vente de Spécialités Chimiques, Lyon | Fungizide Mittel auf Ammoniumphosphonatbasis |
| HU184319B (en) | 1980-08-27 | 1984-08-28 | Borsodi Vegyi Komb | Fungicide compositions salts of phosphonoic acid-monoesters and process for producing the active agents |
| JP4086338B2 (ja) * | 1996-12-06 | 2008-05-14 | 株式会社松風 | 歯科用弾性修復材料並びにそれを用いた歯科補綴材料の作製方法 |
| FR2761577B1 (fr) | 1997-04-04 | 1999-05-14 | Rhone Poulenc Agrochimie | Composition fongicide synergique a base de propacarbe et de derives de l'acide phosphoreux |
-
1999
- 1999-02-18 RS YUP-516/00A patent/RS49662B/sr unknown
- 1999-02-18 MX MXPA00007985A patent/MXPA00007985A/es active IP Right Grant
- 1999-02-18 UA UA2000095380A patent/UA61131C2/uk unknown
- 1999-02-18 AU AU25276/99A patent/AU748511B2/en not_active Ceased
- 1999-02-18 PL PL99342541A patent/PL188887B1/pl unknown
- 1999-02-18 ID IDW20001840A patent/ID26929A/id unknown
- 1999-02-18 IL IL13793899A patent/IL137938A0/xx not_active IP Right Cessation
- 1999-02-18 SK SK1245-2000A patent/SK283768B6/sk not_active IP Right Cessation
- 1999-02-18 CZ CZ20003010A patent/CZ292930B6/cs not_active IP Right Cessation
- 1999-02-18 JP JP2000532420A patent/JP4204195B2/ja not_active Expired - Lifetime
- 1999-02-18 AT AT99904958T patent/ATE229532T1/de active
- 1999-02-18 CN CNB998031879A patent/CN1215073C/zh not_active Expired - Lifetime
- 1999-02-18 US US09/622,096 patent/US6339103B1/en not_active Expired - Lifetime
- 1999-02-18 TR TR2000/02422T patent/TR200002422T2/xx unknown
- 1999-02-18 WO PCT/GB1999/000338 patent/WO1999042468A1/en active IP Right Grant
- 1999-02-18 BR BRPI9908415-5A patent/BR9908415B1/pt not_active IP Right Cessation
- 1999-02-18 CA CA002320511A patent/CA2320511C/en not_active Expired - Fee Related
- 1999-02-18 ES ES99904958T patent/ES2189390T3/es not_active Expired - Lifetime
- 1999-02-18 DK DK99904958T patent/DK1056755T3/da active
- 1999-02-18 NZ NZ506183A patent/NZ506183A/en unknown
- 1999-02-18 KR KR1020007009165A patent/KR100588279B1/ko not_active IP Right Cessation
- 1999-02-18 EP EP99904958A patent/EP1056755B1/en not_active Expired - Lifetime
- 1999-02-18 PT PT99904958T patent/PT1056755E/pt unknown
- 1999-02-18 DE DE69904444T patent/DE69904444T2/de not_active Expired - Lifetime
- 1999-02-18 HU HU0101254A patent/HUP0101254A3/hu unknown
-
2000
- 2000-08-18 HR HR20000542A patent/HRP20000542B1/xx not_active IP Right Cessation
- 2000-08-18 NO NO20004158A patent/NO329478B1/no not_active IP Right Cessation
-
2001
- 2001-10-10 HK HK01107102A patent/HK1036282A1/xx not_active IP Right Cessation
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